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Our top choices for Highland Mills vacation homes

9.4 out of 10, Exceptional, (8)
"The room was clean, the staff at the restaurant were friendly. Truely enjoyed our stay."
United States
Milo M.
The price is ¥14,904
¥25,266 total
includes taxes & fees
Dec 29 - Dec 30
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
10.0 out of 10, Exceptional, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is ¥15,477
¥54,241 total
includes taxes & fees
Dec 21 - Dec 22
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ¥22,101
¥42,781 total
includes taxes & fees
Dec 21 - Dec 22
Fabulous 3bdrm Home w/parking!

Vacation Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
United States
Molly s.
The price is ¥31,689
¥58,515 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ¥19,965
¥67,835 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Sleek Escape: Modern 3 BR- 4 Min from West Point !
7.6 out of 10, Good, (5)
"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...
United States
Lixing
The price is ¥17,489
¥66,536 total
includes taxes & fees
Dec 20 - Dec 21
3BR West Point Retreat-3min to Back Gate+ King Bed
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is ¥23,541
¥39,939 total
includes taxes & fees
Dec 18 - Dec 19
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
10.0 out of 10, Exceptional, (5)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is ¥24,861
¥61,967 total
includes taxes & fees
Dec 18 - Dec 19
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
9.6 out of 10, Exceptional, (50)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
The price is ¥38,306
¥48,762 total
includes taxes & fees
Dec 18 - Dec 19
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
10.0 out of 10, Exceptional, (58)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is ¥38,306
¥73,768 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
The price is ¥58,129
¥119,945 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Fun, Friends, and Family Lakefront Home w/Dock and Beach
9.8 out of 10, Exceptional, (57)
"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "
United States
Mamie G.
The price is ¥25,769
¥57,809 total
includes taxes & fees
Dec 18 - Dec 19
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
The price is ¥38,383
¥49,725 total
includes taxes & fees
Dec 18 - Dec 19
Charming 3-bedroom house with AC, fitness room in welcoming Highland Falls
The price is ¥20,894
¥30,166 total
includes taxes & fees
Dec 18 - Dec 19
Charming bungalow in lovely Middletown NY
10.0 out of 10, Exceptional, (30)
"Beautiful property, the photos do it justice, but the location (and peace) of the property can't be seen in just pictures. The family agreed one of the best places we've gotten, wonderful way to spend a late summer week on the lake."
United States
Devan S.
The price is ¥33,276
¥82,290 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ¥55,717
¥74,043 total
includes taxes & fees
Dec 18 - Dec 19
Large,Cozy,Bright Apartment, Business Themed.

Vacation Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ¥34,823
¥64,081 total
includes taxes & fees
Dec 29 - Dec 30
Contemporary Cozy Cottage
2.0 star property
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ¥44,574
¥66,551 total
includes taxes & fees
Dec 18 - Dec 19
Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
The price is ¥59,300
¥138,928 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Foliage at Westchester Manor - Near Sleepy Hollow
10.0 out of 10, Exceptional, (15)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
United States
Emily B.
The price is ¥101,184
¥187,341 total
includes taxes & fees
Dec 18 - Dec 19
New Farmhouse-Hot Tub, King Beds, Game Room & View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Mills Hotel Reviews

Find out more about Highland Mills

Highland Mills Vacation Homes information

Number of reviews
320
Accommodation
275 Vacation Homes
Lowest Price
¥25,266
Highest Price
¥187,341